Ethylenediamine → HCID 18783142, compound

HRID 1636456Notes

Reaction equation

HRID 1636456 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=O)[CH2:3]1.C(N)CN.[N+:16]([CH3:19])([O-:18])=[O:17]>>[N+:16]([CH2:19][C:4]1[CH2:3][C:2]([CH3:11])([CH3:1])[CH2:7][C:6]([CH3:9])([CH3:8])[CH:5]=1)([O-:18])=[O:17]

Participants

4

Reactant 3

HCID 3301EthylenediamineHCID 6375NitromethaneHCID 843993,3,5,5-Tetramethylcyclohexanone

Product 1

HCID 18783142HCID 18783142, compoundYield 61%

Procedure

A solution of 3,3,5,5-tetramethylcyclohexanone (2-13) (1.54 g, 10 mmol) and ethylenediamine (60 mg) in nitromethane (45 ml) was refluxed in argon atmosphere for 25 h. Excess of nitromethane was then removed in vacuo and the residue was purified by flash chromatography on silica gel, eluting with hexane--ethyl acetate (6:1). 1.2 g (61%) of 6 was obtained as an oil.

Workup

  1. customExcess of nitromethane was then removed in vacuo
  2. customthe residue was purified by flash chromatography on silica gel
  3. washeluting with hexane--ethyl acetate (6:1)

Sources & evidence

ORD record
ord-65643282abb34c6b90532121dd8edec0
Source dataset
uspto-grants-2000_03
Patent number
US06034134

Reaction notes

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